Jibhop

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Great balance

From $1,259

$1,259 · $180/night · typical price · ↓2% below typical

$180/night

Typical price

↓2% below typical

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Southern Caribbean Arc via Charlotte Amalie, Saint Thomas, Roseau & Bridgetown

Mar 20, 2027 → Mar 30, 2027 • Miami → San Juan

From $6,940

$6,940 · $694/night · typical price · ↓3% below typical

$694/night

Typical price

↓3% below typical

Oceania Allura • Oceania Cruises

9-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Philipsburg

Dec 12, 2026 → Dec 21, 2026 • Miami ↔

From $3,915

$3,915 · $435/night · typical price · ↓3% below typical

$435/night

Typical price

↓3% below typical

Oceania Vista • Oceania Cruises

7-night Miami → Tortola → Charlotte Amalie, Saint Thomas → Nassau + 1 more

Dec 21, 2026 → Dec 28, 2026 • Miami ↔

1% below typical

From $2,849

$2,849 · $407/night · typical price · ↓1% below typical

$407/night

Typical price

↓1% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Nov 8, 2027 → Nov 20, 2027 • New York ↔

1% below typical

From $1,459

$1,459 · $122/night · typical price · ↓1% below typical

$122/night

Typical price

↓1% below typical

Explora III

15-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Feb 5, 2027 • Miami ↔

More sea days than typical

From $11,005

$11,005 · $734/night · typical price

$734/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Aug 1, 2026 → Aug 8, 2026 • San Juan ↔

$2,889 above typical

From $3,857

$3,857 · $551/night · priced high · ↑298% above typical

$551/night

Priced high

↑298% above typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Aug 1, 2026 → Aug 8, 2026 • Port Canaveral ↔

$4,555 above typical ↗

From $7,571

$7,571 · $1,082/night · priced high · ↑151% above typical

$1,082/night

Priced high

↑151% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔

Great balance

From $1,699

$1,699 · $243/night · priced high · ↑96% above typical

$243/night

Priced high

↑96% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

Great balance

From $2,034

$2,034 · $291/night · priced high · ↑92% above typical

$291/night

Priced high

↑92% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔

Great balance

From $1,714

$1,714 · $245/night · priced high · ↑87% above typical

$245/night

Priced high

↑87% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔

Great balance

From $1,944

$1,944 · $278/night · priced high · ↑84% above typical

$278/night

Priced high

↑84% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔

Great balance

From $1,694

$1,694 · $242/night · priced high · ↑75% above typical

$242/night

Priced high

↑75% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Feb 18, 2028 → Feb 25, 2028 • Bridgetown ↔

From $1,680

$1,680 · $240/night · priced high · ↑73% above typical

$240/night

Priced high

↑73% above typical

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔

From $1,538

$1,538 · $220/night · priced high · ↑57% above typical

$220/night

Priced high

↑57% above typical

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint-Barthélemy

Dec 28, 2026 → Jan 7, 2027 • Miami ↔

$2,206 above typical ↗

From $6,149

$6,149 · $615/night · priced high · ↑56% above typical

$615/night

Priced high

↑56% above typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 26, 2027 → Jan 2, 2028 • Miami ↔

$700 above typical

From $1,999

$1,999 · $286/night · priced high · ↑54% above typical

$286/night

Priced high

↑54% above typical

Regal Princess • Princess Cruises

14-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV-USMIA-P221398-DOPOP-TCGDT

Dec 19, 2027 → Jan 2, 2028 • Miami ↔

From $2,990

$2,990 · $214/night · priced high · ↑48% above typical

$214/night

Priced high

↑48% above typical

Oceania Allura • Oceania Cruises

9-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas & Philipsburg

Jan 27, 2027 → Feb 5, 2027 • Miami ↔

$1,521 above typical

From $4,799

$4,799 · $533/night · priced high · ↑46% above typical

$533/night

Priced high

↑46% above typical

Oceania Allura • Oceania Cruises

17-night Eastern Caribbean Loop via Costa Maya, Roatán & Cozumel

Dec 21, 2026 → Jan 7, 2027 • Miami ↔

$3,150 above typical

From $10,799

$10,799 · $635/night · priced high · ↑41% above typical

$635/night

Priced high

↑41% above typical